4-amino-5-chloro-N-[2-(diethylamino)ethyl]-2-methoxybenzamide hydrochloride

• ChemBase ID: 103917
• Molecular Formular: C14H23Cl2N3O2
• Molecular Mass: 336.25732
• Monoisotopic Mass: 335.11673235
• SMILES: Cl.CCN(CC)CCNC(=O)c1cc(Cl)c(N)cc1OC
• Canonical SMILES: CCN(CCNC(=O)c1cc(Cl)c(cc1OC)N)CC.Cl
• InChI: InChI=1S/C14H22ClN3O2.ClH/c1-4-18(5-2)7-6-17-14(19)10-8-11(15)12(16)9-13(10)20-3;/h8-9H,4-7,16H2,1-3H3,(H,17,19);1H
• InChIKey: RVFUNJWWXKCWNS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-amino-5-chloro-N-[2-(diethylamino)ethyl]-2-methoxybenzamide hydrochloride
• IUPAC Traditional name: metoclopramide hydrochloride
• Synonyms: 4-Amino-5-Chloro-N-(2-(Diethylamino)Ethyl)-N-Anisamide; METOCLOPRAMIDE; Metoclopramide hydrochloride; 4-Amino-5-chloro-N-[2-(diethylamino)ethyl]-2-(methoxy)benzamide; 4-Amino-5-chloro-N-[2-(diethylamino)ethyl]-o-anisamide; 2-(Methoxy)-5-chloroprocainamide; Clopromate; DEL 1267; Draclamid; Emperal; Eucil; Gastrese; Gastrobid; Gastromax; Gastrosil; Gastrotem; Maxeran; Meclopran; Metamide; Reliveran; Metoclopramide Hydrochloride; 4-Amino-5-chloro-N-(2-(diethylamino)ethyl)-2-methoxybenzamide hydrochloride; 甲氧氯普胺 盐酸盐

Database IDs

• CAS Number: 7232-21-5; 364-62-5
• EC Number: 206-662-9; 230-634-5
• MDL Number: MFCD00058011
• PubChem SID: 24277919; 162090968
• PubChem CID: 23659

CALCULATED PROPERTIES

• Acid pKa: 14.490737
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -1.8242222
• LogD (pH = 7.4): -0.2508232
• Log P: 1.3972701
• Molar Refractivity: 83.5178 cm^3
• Polarizability: 31.281101 Å^3
• Polar Surface Area: 67.59 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: soluble; Methanol; Water
• Apperance: white solid; White Solid
• Melting Point: 171-173°C; 180-182°C

Safety Information

• Storage Condition: Hygroscopic, Refrigerator, Under Inert Atmosphere; Room Temperature (15-30°C)
• RTECS: BZ3300000; BZ3325000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22; R:22
• Safety Statements: 26-36; S:36/37/39
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Pharmacology Properties

• Gene Information: human ... DRD2(1813), HTR3A(3359), HTR3B(9177), HTR3C(170572), HTR3D(200909), HTR3E(285242)

Product Information

• Purity: 95+%
• Empirical Formula (Hill Notation): C14H22ClN3O2 · HCl

DETAILS

MP Biomedicals - 02153559

Hydrochloride 5-HT3 serotonin antagonist

Sigma Aldrich - M0763

Biochem/physiol Actions
D2 antagonist; 5-HT3 antagonist; antipsychotic; anti-emetic.

Toronto Research Chemicals - M338685

Dopamine D2 receptor antagonist. Antiemetic.

REFERENCES

• Fliri, A., et al.: J. Med. Chem., 52, 8038 (2009)
• Todorov, S., et al.: Food Technol. Biotechnol., 47, 178 (2009)
• Dudhane, N., et al.: J. Pharm. Sci. Res., 2, 48 (2009)
• Mahajan, H., et al.: Drug Delivery, 17, 19 (2009)